Magnetic dextrin nanobiomaterial: An organic-inorganic hybrid catalyst for the synthesis of biologically active polyhydroquinoline derivatives by asymmetric Hantzsch reaction.


Journal

Materials science & engineering. C, Materials for biological applications
ISSN: 1873-0191
Titre abrégé: Mater Sci Eng C Mater Biol Appl
Pays: Netherlands
ID NLM: 101484109

Informations de publication

Date de publication:
Apr 2020
Historique:
received: 24 08 2019
revised: 23 10 2019
accepted: 26 11 2019
entrez: 2 4 2020
pubmed: 2 4 2020
medline: 22 12 2020
Statut: ppublish

Résumé

Dextrin is a low molecular weight polysaccharide obtained from natural resources. Due to exceptional properties such as chemical structure, having extreme reactive functional groups, low cost, commercial availability, non-toxicity and biocompatibility, it can be introduced as a green organocatalyst. The fabrication of hybrid materials from natural polymers and synthetic inorganic materials constructs compounds with new features, abilities and applications. Therefore, magnetic dextrin nanobiocomposite was prepared using a simple chemical co-precipitation. Then, it was characterized by Fourier transform infrared (FT-IR) spectroscopy, energy-dispersive X-ray (EDX) analysis, vibrating sample magnetometer (VSM) curve, scanning electron microscopy (SEM) image, X-ray diffraction (XRD) pattern, thermogravimetric analysis (TGA) and inductively-coupled plasma atomic emission spectroscopy (ICP-AES) analysis. Subsequently, to evaluate the catalytic performance of the synthetic hybrid catalyst, it was tested for the synthesis of biologically active polyhydroquinoline derivatives by four-component condensation reactions of aromatic aldehyde, ethyl acetoacetate, dimedone, ammonium acetate in ethanol under refluxing conditions. Experimental observations indicated some advantages of the present method, such as the use of green and biopolymer-based catalyst, simple procedure, mild reaction conditions, short reaction times (15-45 min), appropriate yield of products (70-95%) and catalyst reusability after five consecutive runs without considerable catalytic performance decrease.

Identifiants

pubmed: 32228990
pii: S0928-4931(19)33139-X
doi: 10.1016/j.msec.2019.110502
pii:
doi:

Substances chimiques

Acetates 0
Acetoacetates 0
Biocompatible Materials 0
Cyclohexanones 0
Polysaccharides 0
dimedone B2B5DSX2FC
ethyl acetoacetate IZP61H3TB1
ammonium acetate RRE756S6Q2

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

110502

Informations de copyright

Copyright © 2019 Elsevier B.V. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare no conflict of interest.

Auteurs

Ali Maleki (A)

Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran. Electronic address: maleki@iust.ac.ir.

Fereshte Hassanzadeh-Afruzi (F)

Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran.

Zahra Varzi (Z)

Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran.

Mir Saeed Esmaeili (MS)

Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran.

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Classifications MeSH